Olsalazine sodiumProduct ingredient for Olsalazine

Name
Olsalazine sodium
Drug Entry
Olsalazine

Olsalazine is an aminosalicylate and a prodrug of mesalamine (5-aminosalicylic acid, 5-ASA).1 It was first developed for delivering mesalamine to the colon without the use of sulfapyridine.2 Olsalazine comprises two mesalamine molecules joined by an azo bridge, which is cleaved in the colon.2 Olsalazine is an anti-inflammatory agent that works by inhibiting cyclooxygenase and lipoxygenase, subsequently reducing the production of pro-inflammatory factors like prostaglandin and leukotriene.1 Olsalazine is used in the treatment of ulcerative colitis.5,6

Accession Number
DBSALT000191
Structure
Synonyms
Not Available
UNII
Y7JEW0XG7I
CAS Number
6054-98-4
Weight
Average: 346.2027
Monoisotopic: 346.017775348
Chemical Formula
C14H8N2Na2O6
InChI Key
QQWFSVYVHLECFP-XBPUGJBTSA-L
InChI
InChI=1S/C14H10N2O6.2Na/c17-11-3-1-7(5-9(11)13(19)20)15-16-8-2-4-12(18)10(6-8)14(21)22;;/h1-6,15,17H,(H,19,20)(H,21,22);;/q;2*+1/p-2/b16-8-;;
IUPAC Name
disodium 5-{2-[(1Z)-3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene]hydrazin-1-yl}-2-oxidobenzoate
SMILES
[Na+].[Na+].OC(=O)C1=C\C(C=CC1=O)=N/NC1=CC(C([O-])=O)=C([O-])C=C1
PubChem Compound
54678919
ChemSpider
4805076
ChEBI
63614
Wikipedia
Olsalazine
Predicted Properties
PropertyValueSource
Water Solubility0.668 mg/mLALOGPS
logP2.04ALOGPS
logP1.15Chemaxon
logS-2.7ALOGPS
pKa (Strongest Acidic)2.67Chemaxon
pKa (Strongest Basic)4.71Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area141.95 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity99.47 m3·mol-1Chemaxon
Polarizability27.49 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon